179+ Private Villas and Holiday Rentals in Chipstead |
Chipstead Holiday Rentals
10.0
Exceptional
(2 Reviews)
- London
- Coulsdon West
- 1.37 mi to center
1496 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,366/Night
For 7 Nights R51,559
10.0
Exceptional
(3 Reviews)
- United Kingdom
- Chipstead
- 0.40 mi to center
968.75 ft²
2 Guests
1 Bedroom
1 Bathroom
House
- View
- Parking
- Internet
R2,808/Night
For 7 Nights R19,645
New
- United Kingdom
- Chipstead
- 0.41 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Parking
R9,903/Night
For 7 Nights R69,328
10.0
Exceptional
(2 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R6,562/Night
For 7 Nights R45,930
10.0
Exceptional
(1 Review)
- London
- Coulsdon West
- 1.31 mi to center
1808.34 ft²
44 Guests
20 Bedrooms
16 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
R7,680/Night
For 7 Nights R53,762
10.0
Exceptional
(1 Review)
- London
- Coulsdon West
- 0.22 mi to center
13 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Kitchen
- Parking
- Internet
R7,726/Night
For 7 Nights R54,088
10.0
Exceptional
(1 Review)
- London
- Coulsdon West
- 0.53 mi to center
1399 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R6,311/Night
For 7 Nights R44,184
10.0
Exceptional
(1 Review)
- London
- Beddington South
- 0.63 mi to center
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R2,683/Night
For 7 Nights R18,780
9.8
Exceptional
(11 Reviews)
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,996/Night
For 7 Nights R34,966
Luxury Holiday Rentals in Chipstead
Over 170+ Luxury Holiday Rentals in or Near Chipstead
New
538.2 ft²
15 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Balcony/Terrace
- View
- Parking
R28,431/Night
For 7 Nights R199,025
New
12 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
Villa
- Pool
- Kitchen
- Parking
R21,358/Night
For 7 Nights R149,505
7.0
Very Good
(5 Reviews)
2152.78 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R10,785/Night
For 7 Nights R75,495
New
904.17 ft²
7 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- View
- Parking
- Internet
R9,842/Night
For 7 Nights R68,887
8.8
Fabulous
(7 Reviews)
- London
- Coulsdon West
- 0.53 mi to center
1399.31 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R9,776/Night
For 7 Nights R68,430
New
- London
- Coulsdon West
- 1.30 mi to center
1776 ft²
11 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R8,903/Night
For 7 Nights R62,328
New
- London
- Coulsdon West
- 0.45 mi to center
215.28 ft²
13 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R8,691/Night
For 7 Nights R60,827
New
- London
- Coulsdon West
- 0.37 mi to center
96.88 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Pet Friendly
- Parking
- Internet
R8,670/Night
For 7 Nights R60,696
New
1292 ft²
7 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R8,600/Night
For 7 Nights R60,207
Top-Rated Holiday Rentals with a Pool in Chipstead
Over 1+ The Best Private Villas and Holiday Rentals in Chipstead with a Pool
1.0
Average
(1 Review)
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Pet Friendly
- Parking
R4,944/Night
For 7 Nights R34,607
Pet-Friendly Holiday Rentals in Chipstead
Over 25+ Pet-Friendly Holiday Rentals in or Near Chipstead
New
- London
- Coulsdon West
- 0.18 mi to center
6 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Internet
R5,909/Night
For 7 Nights R41,362
10.0
Exceptional
(1 Review)
1291.67 ft²
7 Guests
4 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
R7,288/Night
For 7 Nights R51,021
New
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Balcony/Terrace
- Pet Friendly
R4,523/Night
For 7 Nights R31,670
8.6
Fabulous
(20 Reviews)
- London
- Wallington
- 0.43 mi to center
242.19 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
R1,172/Night
For 7 Nights R8,207
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,662/Night
For 7 Nights R25,633
New
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R1,990/Night
For 7 Nights R13,934
10.0
Exceptional
(8 Reviews)
10 Guests
5 Bedrooms
6 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
R18,913/Night
For 7 Nights R132,390
9.0
Exceptional
(2 Reviews)
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Spa
- Fireplace/Heating
R3,432/Night
For 7 Nights R24,034
New
6771 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R16,960/Night
For 7 Nights R118,717
Large Holiday Rentals and Private Villas in Chipstead
Over 26+ Large Holiday Rentals and Private Villas in or Near Chipstead
8.0
Excellent
(1 Review)
- London
- Coulsdon West
- 0.28 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,806/Night
For 7 Nights R47,643
9.5
Exceptional
(2 Reviews)
- London
- Coulsdon West
- 0.51 mi to center
1937.5 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R5,695/Night
For 7 Nights R39,860
New
- London
- Coulsdon West
- 1.36 mi to center
1776 ft²
11 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R8,519/Night
For 7 Nights R59,636
9.3
Exceptional
(3 Reviews)
1496.18 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
R8,224/Night
For 7 Nights R57,564
New
- London
- Coulsdon West
- 1.30 mi to center
1776 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R8,351/Night
For 7 Nights R58,461
10.0
Exceptional
(2 Reviews)
2691 ft²
8 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,638/Night
For 7 Nights R46,469
9.0
Exceptional
(2 Reviews)
8999 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R32,046/Night
For 7 Nights R224,315
New
- London
- Coulsdon West
- 1.27 mi to center
1808 ft²
11 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R11,682/Night
For 7 Nights R81,777
New
- London
- Coulsdon West
- 0.42 mi to center
11 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
R8,597/Night
For 7 Nights R60,174
Wheelchair Accessible Holiday Homes in Chipstead
Over 13+ Wheelchair Accessible Holiday Homes in or Near Chipstead
7.0
Very Good
(2 Reviews)
530 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
R1,876/Night
For 7 Nights R13,135
8.3
Excellent
(9 Reviews)
- London
- Sutton South
- 0.23 mi to center
688.89 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Parking
- Internet
- Child Friendly
R2,904/Night
For 7 Nights R20,330
9.4
Exceptional
(209 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,920/Night
For 7 Nights R20,444
New
- London
- Coulsdon West
- 0.03 mi to center
1 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Wheelchair Accessible
- Accessibility
R5,067/Night
For 7 Nights R35,471
5.0
Average
(3 Reviews)
3003.13 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,171/Night
For 7 Nights R57,188
New
- London
- Coulsdon West
- 0.04 mi to center
1 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Wheelchair Accessible
- Accessibility
R4,552/Night
For 7 Nights R31,866
New
- London
- Coulsdon West
- 0.04 mi to center
1 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Wheelchair Accessible
- Accessibility
R4,057/Night
For 7 Nights R28,407
New
- London
- Coulsdon West
- 0.03 mi to center
1 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Wheelchair Accessible
- Accessibility
R4,057/Night
For 7 Nights R28,407
New
484 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
R3,871/Night
For 7 Nights R27,101
Chipstead Private Villas and Holiday Homes Under $200
Over 70+ Chipstead Private Villas and Holiday Homes Under $200
8.4
Excellent
(52 Reviews)
- London
- Beddington South
- 0.35 mi to center
323 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R1,831/Night
For 7 Nights R12,808
10.0
Exceptional
(1 Review)
- London
- Sutton South
- 0.06 mi to center
850.35 ft²
5 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Internet
- Child Friendly
- Security/Safety
R2,857/Night
For 7 Nights R20,004
8.0
Excellent
(324 Reviews)
- London
- Sutton South
- 0.36 mi to center
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R1,768/Night
For 7 Nights R12,384
4.0
Average
(1 Review)
- London
- Wallington
- 0.53 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,976/Night
For 7 Nights R20,836
9.6
Exceptional
(16 Reviews)
398.26 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Breakfast
- Parking
R1,665/Night
For 7 Nights R11,650
New
- United Kingdom
- Chipstead
- 0.20 mi to center
969 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,151/Night
For 7 Nights R22,060
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,235/Night
For 7 Nights R15,647
New
- London
- Carshalton South and Clockhouse
- 0.92 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,098/Night
For 7 Nights R14,685
New
323 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
R2,079/Night
For 7 Nights R14,554
Instantly Bookable Holiday Homes in Chipstead
Over 48+ Instantly Bookable Holiday Homes in or Near Chipstead
6.0
Good
(1 Review)
370 ft²
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Internet
- Child Friendly
R4,653/Night
For 7 Nights R32,567
New
- United Kingdom
- Chipstead
- 0.63 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R11,819/Night
For 7 Nights R82,739
2.0
Average
(1 Review)
1582 ft²
8 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,696/Night
For 7 Nights R46,876
New
- London
- Sanderstead
- 0.72 mi to center
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,875/Night
For 7 Nights R55,116
New
- London
- Coulsdon West
- 0.74 mi to center
7 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- Parking
R6,570/Night
For 7 Nights R45,979
New
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Child Friendly
- Laundry
R5,928/Night
For 7 Nights R41,492
New
- London
- Coulsdon West
- 1.50 mi to center
77 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,565/Night
For 7 Nights R31,947
New
- London
- Coulsdon West
- 0.27 mi to center
726 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,313/Night
For 7 Nights R30,185
New
- London
- Wallington
- 0.28 mi to center
807 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R3,563/Night
For 7 Nights R24,947
Book a Last Minute Place to Stay in Chipstead
About Casai's Private Villas and Holiday Rentals in Chipstead
Discover more than 179 vacation rentals available in Chipstead. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chipstead.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chipstead, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chipstead. On average, places to stay near Chipstead offer 749.72 ft², with nightly prices averaging R4,752.
With Casai, finding and comparing holiday rentals in Chipstead is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Chipstead
| Type | Count |
|---|---|
| Holiday Apartments | 90 |
| Vacation Homes | 67 |
| Cottages | 9 |
| Villas | 4 |
Use these Quick Filters to Find a Holiday Rental in Chipstead
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chipstead.
Weather in Chipstead, GB
View the weather forecast for Chipstead before booking your Chipstead Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Frequently Asked Questions About Chipstead?
What are the top holiday rentals in Chipstead?
With numerous options available in Chipstead, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chipstead:
- Sunnyfield Cottage
- Modern 4 Bedroom Spacious House with Garden and Free Parking
- Luxury modern apartment - close to train station and royal marsden hospital.
- The Cane Hill Estate | by HM®
- Luxury 5 Bedroom, 4 Bathroom Home in Purley
- Stunning 4 bed house with huge garden and parking
- Comfy 4 Bedroom house, Ideal for Workers and Families, FREE Parking
- LivinSpace- Modern and spacious 2 bed flat in Central Sutton
- 2 bed flat
- Bungalow with Heated Outdoor Swimming Pool
Which holiday homes in Chipstead are best for families?
If you're searching for a family-friendly holiday home in Chipstead, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chipstead:
- Beautiful 2 bedroom apartment in fantastic central location close to High Street
- London 4-Bed in Coulsdon, 20 mins Gatwick, Parking
- Premier Inn Epsom South
How many Casai.co.za holiday rentals are available in Chipstead?
As of 2026, Casai boasts over 179 properties listed in the Chipstead area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chipstead.
People Also Ask
Finding the best prices in Chipstead
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